146475-53-8

Usage

Uses

Used in Organic Synthesis:
N,N-Diethyl-cyclopropanesulfonamide is utilized as a key building block in organic synthesis for its unique reactivity and properties. Its cyclopropane ring and sulfonamide group allow for the creation of a variety of complex organic molecules, contributing to the development of new compounds with diverse applications.
Used in Pharmaceutical Applications:
In the pharmaceutical industry, N,N-Diethyl-cyclopropanesulfonamide is employed as an intermediate in the synthesis of various drugs. Its unique structure allows for the development of new pharmaceuticals with potential therapeutic effects, enhancing the range of treatments available for various medical conditions.
Used in Agrochemical Applications:
N,N-Diethyl-cyclopropanesulfonamide also finds use in the agrochemical sector, where it serves as a precursor in the production of pesticides and other agricultural chemicals. Its incorporation into these products can lead to the development of more effective and safer agrochemicals, benefiting both agricultural productivity and environmental sustainability.

InChI:InChI=1/C7H15NO2S/c1-3-8(4-2)11(9,10)7-5-6-7/h7H,3-6H2,1-2H3

Upstream product

• 146475-50-5 N,N-diethyl-3-chloropropanesulfonamide 
• 139631-62-2 cyclopropanesulfonyl chloride 
• 67-63-0 isopropyl alcohol 
• 146475-62-9 cyclopropanesulfonyl-1-d chloride 

Relevant academic research and scientific papers

Cyclopropanesulfonyl Chloride: Its Mechanism of Hydrolysis and Reactions with Tertiary Amines in Organic Media

Cyclopropanesulfonyl chloride (1) has been synthesized and its reactions examined to see if the three-membered ring leads to unusual reactions in either 1 or the corresponding sulfene, cyclopropanethione S,S-dioxide (2). pH-rate profiles, primary kinetic isotope effects (KIE's), and pH-product ratio experiments are in full agreement with mechanisms of hydrolysis of 1 like those of a simple alkanesulfonyl chlorides (J.Am.Chem.Soc.1992,114,1743-1749), specifically, (a) below pH 7.2 by SN2-S reaction with water and (b) above pH 7.3, elimination by hydroxide to form the sulfene (2) which is trapped by (i) water below pH 12.0 and (ii) hydroxide above pH 12.0.The products of the reaction of cyclopropanesulfonyl-1-d chloride (9) with triethylamine and 2-propanol in dichloromethane indicate that most of the reaction goes via 2; the analogous reaction with trimethylamine apparently proceeds by a direct formation of the sulfonylammonium chloride (14) which then yields the α-deuterated N,N-dimethyl sulfonamide (12, R=Me).The evident sulfene formation processes in the reaction of triethylamine with ethenesulfonyl, 2-propanesulfonyl, and cyclopropanesulfonyl chlorides show very low primary KIE's (1.5), pointing to highly product-like transition states.Reaction of 1 with an enamine (1-pyrrolidino-2-methylpropene, 20) in the presence of a base in either water or dichloromethane gave cyclopropanesulfonpyrrolidide (23) and an aldehyde adduct (24), but no four-membered cycloadduct (21).